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I had that same problem. Don't wait directly at the meeting point. Wait outside of the meeting area around 5:00am and then when you see him show up walk over and talk to him. That fixed it for me but it may just be a bug...
Definitely focus on building your sneak perks. I would not suggest becoming a vampire as a thief. That was my first idea too. Create an awesome evil character, but it came back to bite me.
As a thief/vampire it is too easy to botch a job if you don't keep up qwith feeding. After a day or two...